Palladium-Catalyzed Synthesis of (Hetero)Aryl Alkyl Sulfones from (Hetero)Aryl Boronic Acids, Unactivated Alkyl Halides, and Potassium Metabisulfite

被引:181
|
作者
Shavnya, Andre [1 ]
Hesp, Kevin D. [1 ]
Mascitti, Vincent [1 ]
Smith, Aaron C. [1 ]
机构
[1] Pfizer Inc, Worldwide Med Chem, Groton, CT 06340 USA
关键词
alkylation; boronic acids; homogeneous catalysis; palladium; sulfones; SULFUR-DIOXIDE; ARYL SULFONES; SELECTIVE OXIDATION; HYDROGEN-PEROXIDE; SULFIDES; DERIVATIVES; COMPLEXES; EFFICIENT; INSERTION; SULFONYLATION;
D O I
10.1002/anie.201505918
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A palladium-catalyzed one-step synthesis of (hetero)aryl alkyl sulfones from (hetero)arylboronic acids, potassium metabisulfite, and unactivated or activated alkylhalides is described. This transformation is of broad scope, occurs under mild conditions, and employs readily available reactants. A stoichiometric experiment has led to the isolation of a catalytically active dimeric palladium sulfinate complex, which was characterized by X-ray diffraction analysis.
引用
收藏
页码:13571 / 13575
页数:5
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